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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77367Generated: October 26, 2026

Water → 6-bromo-3-(4-trifluoromethyl-phenyl)-2H-pyrrolo[1,2-a]pyrazin-1-one

https://huagongshe.com/reaction/77367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAmmonium AcetateHCID 517165—
Reactant5-bromo-1-[2-oxo-2-(4-trifluoromethyl-phenyl)-ethyl]-1H-pyrrole-2-carboxylic acid methyl esterHCID 86706666—
SolventAcetic AcidHCID 176—
Product6-bromo-3-(4-trifluoromethyl-phenyl)-2H-pyrrolo[1,2-a]pyrazin-1-oneHCID 7271504397.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 5-bromo-1-[2-oxo-2-(4-trifluoromethyl-phenyl)-ethyl]-1H-pyrrole-2-carboxylic acid methyl ester (0.09 g, 0.23 mmol) and ammonium acetate (90 mg, 1.17 mmol) in glacial acetic acid (3 mL) were heated to 130° C. overnight. At this time, the reaction was treated with water. The resulting precipitate was collected by filtration, washed with water and dried in vacuo to afford 6-bromo-3-(4-trifluoromethyl-phenyl)-2H-pyrrolo[1,2-a]pyrazin-1-one (80 mg, 97%) as light brown solid. 1H NMR (chloroform-d) δ ppm 7.75-7.83 (m, 7H), 7.68-7.74 (m, 2H), 7.27 (d, J=1.5 Hz, 1H), 7.23 (s, 1H), 7.20 (s, 1H). LC-MS calcd. for C14H7BrF3N2O [(M−H)−] 356, obsd. 354.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841299B2
Source datasetuspto-grants-2014_09
ORD IDord-ffd3a00cd23844c7921cdd03694736d3
Source noteuspto-grants-2014_09